Methyl 2-(4-isobutylphenyl)propanoate

Base Information

• Chemical Name: Methyl 2-(4-isobutylphenyl)propanoate
• CAS No.: 61566-34-5
• Deprecated CAS: 114376-60-2
• Molecular Formula: C14H20O2
• Molecular Weight: 220.312
• Hs Code.: 2916399090
• European Community (EC) Number: 262-853-7
• UNII: 8F58KSV2GP
• DSSTox Substance ID: DTXSID00921342
• Nikkaji Number: J125.909A,J712.450C
• Wikidata: Q27270289
• ChEMBL ID: CHEMBL191471
• Mol file: 61566-34-5.mol

Synonyms:61566-34-5;Methyl 2-(4-isobutylphenyl)propanoate;Ibuprofen methyl ester;methyl 2-[4-(2-methylpropyl)phenyl]propanoate;METHYL2-(4-ISOBUTYLPHENYL)PROPANOATE;Motrin methyl ester;Methyl 2-(4-isobutylphenyl)propionate;2-(4-Isobutylphenyl)propionic acid methyl ester;Racemic ibuprofen methyl ester;(+/-)-Ibuprofen methyl ester;UNII-8F58KSV2GP;8F58KSV2GP;Ibuprofen methyl ester, racemic;EINECS 262-853-7;Methyl 2-(p-isobutylphenyl)propionate;Methyl 2-(4'-isobutylphenyl)propanoate;Benzeneacetic acid, .alpha.-methyl-4-(2-methylpropyl)-, methyl ester;(2R/S)-2-(4-Isobutylphenyl)-propionic acid methyl ester;Ibuprofen methyl;ibuprofen methylester;ibuprofen-methyl-ester;Ibuprofen methyl deriv;Methyl ester of Ibuprofen;Ibuprofen, Methyl Deriv.;Ibuprofen methyl derivative;SCHEMBL576873;CHEMBL191471;DTXSID00921342;BBL103755;MFCD00869922;STL557565;AKOS025213841;Methyl 2-(4-isopropylphenyl)propionate;methyl 2-(4isobutyl-phenyl)-propionate;methyl alpha-(4-isobutylphenyl)propionate;CS-0154243;FT-0628383;2-(p-isobutylphenyl)propionic acid methyl ester;D81971;methyl 2-(4-isobutylphenyl)propanoate, AldrichCPR;METHYL .ALPHA.-(4-ISOBUTYLPHENYL)PROPIONATE;METHYL .ALPHA.-(P-ISOBUTYLPHENYL)PROPIONATE;( inverted exclamation markA)-Ibuprofen Methyl Ester;Q27270289;2-[4-(2-methyl-propyl)-phenyl]-propionic acid methyl ester;Benzeneacetic acid,a-methyl-4-(2-methylpropyl)-,methyl ester;114376-60-2

Chemical Property of Methyl 2-(4-isobutylphenyl)propanoate

Chemical Property:

• Vapor Pressure: 0.00254mmHg at 25°C
• Refractive Index: 1.493
• Boiling Point: 287.1 °C at 760 mmHg
• Flash Point: 101.5 °C
• PSA: 26.30000
• Density: 0.976 g/cm³
• LogP: 3.16160
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 220.146329876
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

(±)-IbuprofenMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC=C(C=C1)C(C)C(=O)OC
• Uses: (±)-Ibuprofen Methyl Ester is a phototoxic, photoproduct of Ibuprofen (I140000), a selective cyclooxygenase inhibitor (IC50=14.9uM). Inhibits PGH synthase-1 and PGH synthase-2 with comparable potency. Ibuprofen is also used as an anti-inflammatory drug.

Technology Process of Methyl 2-(4-isobutylphenyl)propanoate

There total 47 articles about Methyl 2-(4-isobutylphenyl)propanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methanol (67-56-1) + ibuprofen (15687-27-1,58560-75-1) → (+/-)-ibuprofen methyl ester (61566-34-5)

Guidance literature:

With sulfuric acid; at 20 ℃; for 24h;

Reference yield: 100.0%

ibuprofen (15687-27-1,58560-75-1) + methyl iodide (74-88-4) → (+/-)-ibuprofen methyl ester (61566-34-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; Sealed tube;

DOI:10.1021/acs.orglett.5b02115

Reference yield: 98.0%

(E)-1-(4-isobutylphenyl)-1-methoxy-1-propene (65961-37-7) + trimethyl orthoformate (149-73-5) → (+/-)-ibuprofen methyl ester (61566-34-5)

Guidance literature:

With iodine; at 23 ℃; for 24h;

DOI:10.1021/jo00255a037

upstream raw materials:

methanol

1-Isobutyl-4-((Z)-2-methanesulfinyl-1-methyl-2-methylsulfanyl-vinyl)-benzene

ibuprofen

sodium methylate

Downstream raw materials:

2-(4-Isobutyl-phenyl)-propionic acid 1-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-piperidin-4-yl ester

methanol

ibuprofen

2-(4-isobutylphenyl)propan-1-ol

Refernces

• 1、 Zhang, Xiao-Ming,Wainer, Irving W.. "On-Line Determination of Lipase Activity and Enantioselectivity Using An Immobilized Enzyme Reactor Coupled To A Chiral Stationary Phase". . p. 4731 - 4734. Retrieved 1993.
• 2、 De Sarkar, Suman,Mahanty, Kingshuk,Mandal, Raki,Mandal, Subhendu,Tarafdar, Pradip K.. "Membrane transport inspired hydrolysis of non-activated esters at near physiological pH". supporting information. p. 11088 - 11091. Retrieved 2021/10/30.
• 3、 -. "Preparation method of carboxylic ester compound". Paragraph 0026-0027. . Retrieved 2021/03/30.